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Synfacts 2010(7): 0789-0789  
DOI: 10.1055/s-0029-1220081
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Palladium-Catalyzed Dioxygenation of Alkenes

Contributor(s): Mark Lautens, Jane Panteleev
M.-K. Zhu, J.-F. Zhao, T.-P. Loh*
Nanyang Technological University, Singapore
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Publication History

Publication Date:
22 June 2010 (online)

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Significance

This work examines a palladium-catalyzed dioxygenation of alkenes under an air atmosphere. Several examples of analogous ­dioxygenations have recently emerged from the groups of Sigman (J. Am. Chem. Soc. 2009, 131, 17074), Dong and Song (J. Am. Chem. Soc. 2008, 130, 2962), and Jiang (J. Am. Chem. Soc. 2009, 131, 3846). This work is significant since ­atmospheric oxygen is the sole oxidant utilized throughout the reaction. The scope is general in substitution at the oxime (R¹).